Synthesis of novel acridine-sulfonamide hybrid compounds as acetylcholinesterase inhibitor for the treatment of alzheimer's disease

Ulus R., Esirden I., Aday B., Turgut G. C., Sen A., Kaya M.

MEDICINAL CHEMISTRY RESEARCH, vol.27, no.2, pp.634-641, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 27 Issue: 2
  • Publication Date: 2018
  • Doi Number: 10.1007/s00044-017-2088-2
  • Journal Name: MEDICINAL CHEMISTRY RESEARCH
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.634-641
  • Keywords: Anticholinesterase activity, Tacrine, Acridine, Sulfonamide, CARBONIC-ANHYDRASE INHIBITORS, CYTOSOLIC ISOZYMES I, ONE-POT SYNTHESIS, MICROWAVE IRRADIATION, HIGHLY EFFICIENT, DERIVATIVES, SERIES, XII, CATALYST, AGENTS
  • Abdullah Gül University Affiliated: No

Abstract

In this study we report that amino acridine intermediates 7 and 8 were obtained from the reduction of nitro acridine derivatives 5 and 6 that were synthesized via the condensation of dimedone, p-nitrobenzaldehyde with various amine derivatives, respectively. Then acridine sulfonamide hybrid compounds (9-18) were synthesized by the reaction of amino acridine 7, 8 with sulfonyl chlorides. The new hybrid compounds were characterized by FT-IR, H-1-NMR, C-13-NMR, and HRMS analyzes. The evaluation of in vitro anticholinesterase action of the synthesized compounds against AChE showed that some of them are potent inhibitors. Among them, compound 17 showed the most potent activity against AChE with an IC50 of 0.14 A mu M.